Chester Apartments

Q: What's it like to stay at an apartment in Chester?

You'll find a lot of options for your stay in Chester with 66 accommodation options. Though there aren't many apartments, we can help you search for accommodation that is similar. When you search for a place to stay on Expedia, you can use the filters to search for a kitchen— one of the conveniences often found in an apartment. You can also filter by similar property types like condos, holiday homes or cottages. During your trip, you can explore this relaxing area's ski slopes and shops.

Q: Are you considering an apartment instead of a traditional hotel?

Often offering more space than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples looking for something with a more local feel.

Q: What's a favourite apartment for my stay in Chester?

Below are some of the more popular apartments in the area: Hawks Mountain Farm, full upstairs apartment on a working farm. : Includes free WiFi, a patio and a sofa bed . Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna : Located in Stratton , 18.7 mi/30 km away. Includes free WiFi, a balcony and a fireplace . A fitness centre and 1 hot tub are on site . Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace. : Located 10.4 mi/16.7 km away in Ludlow . Free WiFi, a patio and a fireplace are included . A fitness centre and on-site laundry facilities are on site . Charming King Loft in Downtown Woodstock : Located in Woodstock , 25.4 mi/40.8 km from Chester. Includes free WiFi and a Smart TV . Access to on-site laundry facilities is available on site .

Q: What will the weather be like when I travel to Chester?

Although weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Chester. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.

Q: What should I see and do in Chester?

Chester is known for its ski slopes and shops. Bonnie's Bundles Dolls and DaVallia Art & Accents are a couple of the family-friendly sights. Vermont Country Store and Lowell Lake State Park are a couple of places you'll find in the wider area.

Q: What's the best way to get to and around Chester?

Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) away from the city centre. Otherwise, look for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 25.4 mi (40.8 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.

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Our top choices for Chester apartments

A golf course with a winding path, trees, and a hilly landscape.

1. Well-appointed studio right downtown - less than a mile to Okemo Mountain

Ludlow

Brian

HK$2,298 total

includes taxes & fees

28 Sept - 29 Sept

A golf course with a winding path, trees, and a distant mountain range.

2. Efficient condo near slopes with kitchenette & great location

Ludlow

Frank R.

HK$1,766 total

includes taxes & fees

28 Sept - 29 Sept

A cabin with a large, curved roof and a smaller adjacent structure, surrounded by dense forest and mountains in the background.

3. Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.

Ludlow

Tyler

HK$2,349 total

includes taxes & fees

28 Sept - 29 Sept

A building with a sign reading 'Fire Tower Restaurant & Tavern.'

4. Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Stratton

HK$1,734 total

includes taxes & fees

28 Sept - 29 Sept

A ski lift with several chairs suspended from cables, surrounded by snow-covered trees.

5. Modern 3BR/2BA | 3 Min to Okemo Mountain

Ludlow

HK$4,424 total

includes taxes & fees

19 Oct - 20 Oct

A playground with slides and climbing structures surrounded by trees.

6. Cozy Bromley Retreat

Bromley Mountain

Janja L.

HK$2,791 total

includes taxes & fees

30 Sept - 1 Oct

A rectangular pool with a brick deck, surrounded by lounge chairs and umbrellas.

7. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Dover

Tania J.

HK$2,265 total

includes taxes & fees

28 Sept - 29 Sept

A two-story house with a porch, a staircase, and a front door.

8. Cozy Studio Condo with Great Location, WiFi & Kitchenette

Ludlow

Mikhail R.

HK$1,810 total

includes taxes & fees

28 Sept - 29 Sept

A multi-story building with a red and yellow facade, surrounded by lush greenery and flowering plants.

9. Okemo | Charming Room & Amenities Nearby | Pools

Jackson Gore Base Area

HK$2,067 total

includes taxes & fees

28 Sept - 29 Sept

A dining room with a wooden table, four chairs, a vase with flowers, and a view of greenery outside.

10. Historic Home with Colonial Charm in Manchester

Manchester

Victor G.

HK$3,021 total

includes taxes & fees

29 Sept - 30 Sept

A two-story house with a porch, surrounded by a well-maintained lawn and dense trees.

Dover

Ian T.

HK$5,590 total

includes taxes & fees

28 Sept - 29 Sept

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Top Chester Hotel Reviews

Hampton Inn and Suites Manchester

8/10 Good

"N"

The Manchester View

10/10 Excellent

"Property has been renovated-it is very clean and modern. Nice simple breakfast served. Housekeeping didn’t show the 2nd day of our stay. ( we hunted them down for towels before getting ready for a wedding. They offered to come then- but it was too late in the day) Great views and quite location."

Stone Hearth Inn and Eatery

10/10 Excellent

"Our group of four ladies had an excellent time at the historic Stone Hearth Inn. We stayed in a lovely room with 4 single beds. They were very accommodating, including a late check-in and breakfast. Breakfast included homemade bread and other fresh food in a beautiful setting overlooking the lush backyard. It is a family run operation. We were checked in and served breakfast by Vicki, because her son Edward , daughter Georgia and son-in-law Conner were all working at the local Chester Festival. We really enjoyed meeting and getting to know Vicky. We did sample fresh made donuts and pretzels at the festival. They were amazing! The room was clean and comfortable. Unfortunately, we did not get to eat in the restaurant because it was closed during the festival. We are all certain that the food there would’ve been excellent as both Georgia and Connor are master chefs. All four of us ladies highly recommend this gem in beautiful Chester, Vermont. In any season, it’s a beautiful, relaxing place to stay while exploring the things available nearby, including historic, towns and buildings, covered bridges, hiking, skiing, and great food."

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